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I think you'd be into Robert Altman, who, among other things, was a huge influence on PT Anderson. I've only seen five of his flicks, but I'd recommend them all to get you started into his oeuvre: McCabe & Mrs. Miller, Nashville, 3 Women, The Player, Short Cuts.I'm open to any genre, director, year, etc. But I'd really appreciate some newer movies though (within the last ten years). I saw Mud, Rush, and The Master last week, all were really good.
Just a couple side notes: I've seen every Tarantino film, every Kubrick after Dr. Strangelove, nearly every Scorsece, and most of Spike's catalog.
Terrence Malick is another guy I'd recommend, and you might as well see everything he's done since he's only made, like, six films in his life.
A really underrated Bogart film is In a Lonely Place (directed by Nicholas Ray), and many critics consider Bogie's starring role in it to be his career-best performance.Humphrey Bogart was in some great films if you don't mind black and white. The Big Sleep is one of my favorites. The Maltese Falcon, The Treasure of the Sierra Madre. Casablanca obviously.